Town of Windham, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Windham, New York on RentalSaver.com!

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From $695 per night (USD)
VRBO
Ski & Golf view farm house
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Relax in this beautiful natural setting course that Windham has to offer, while at the same time enjoying all comforts o ...
From $695 per night (USD)
VRBO
From $800 per night (USD)
VRBO
Bucolic privacy with Hot Tub in Windham
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The Blue House is a beautiful large home nestled in the gem of the Catskills, Windham - just 5 minutes to restaurants an ...
From $800 per night (USD)
VRBO
From $252 per night (USD)
VRBO
Two-story home with a fireplace & deck - across the street from lake access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Tranquility Forest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $252 per night (USD)
VRBO
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Expedia
Catskill Mountain Ski House
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy 2 bedroom condo two minutes from Windham Mountain. Your family will be close to everything when you stay at this ce ...
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Expedia
From $395 per night (USD)
VRBO
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Bedrooms:
3
Bathrooms:
9
Sleeps:
25
Step into the heartwarming embrace of history at our enchanting 1800's residence! This cherished abode beckons you with ...
From $395 per night (USD)
VRBO
From $1299 per night (USD)
Expedia
Brand New Luxury Ski Cabin - 2 Mi to Windham Mtn!
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Witness the breathtaking beauty of the Catskill Mountains at this stunning 6-bed, 5.5-bath vacation rental. Nestled in n ...
From $1299 per night (USD)
Expedia
From $1100 per night (USD)
VRBO
Stream front Windham Villa Ski Mountain Retreat
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
❆ Step outside to a spacious deck that presents awe-inspiring panoramic views of the majestic mountains. This outdoor ha ...
From $1100 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Spacious Townhouse minutes from Village and Slopes with shuttle to mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Spacious 3-Bedroom Townhouse with Sleeping Loft and Wood-Burning Fireplace at Windham Ski Mountain, Min ...
From $231 per night (USD)
Expedia
From $1067 per night (USD)
VRBO
Luxury Ski-in Ski-Out 4 Bedroom 10 Bed Condo at Whisper Creek Windham Mountain
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Ski-In / Ski-Out Luxury 4 bedroom, 4 bath, condo at the base of Windham Mountain! Owned and designed primarily for pers ...
From $1067 per night (USD)
VRBO
From $230 per night (USD)
Expedia
4-bedroom mountain getaway in the Catskills located just nearby Windham Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to our cozy mountain getaway in the Catskills! Only a 3-minute drive from Windham Mountain and Windham Country C ...
From $230 per night (USD)
Expedia
From $1051 per night (USD)
VRBO
Bump Mountain Retreat: Hot Tub, Sauna, Pool, Game Room, Piano & Panoramic Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
If you're looking for a luxurious ski retreat a short drive from NYC, then look no further. Perched on a mountainside, B ...
From $1051 per night (USD)
VRBO
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Expedia
Windham House with Hot Tub perfect for families
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Spacious restored family house just, 1.7 miles from Ski Windham and 6.7 miles from Hunter Mountain. Three large family r ...
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Expedia
From $295 per night (USD)
VRBO
Cozy chalet wih hot tub -5 minutes from Windham Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy Chalet style house nestled in a quiet spot 5 minutes to Windham Mountain and close to hiking trails 15 minutes to H ...
From $295 per night (USD)
VRBO
From $671 per night (USD)
VRBO
Luxury Ski-in Ski-Out Condo @ Windham Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The building is located at the base of Windham Mountain, and features ski on/ ski off access to the slopes during the wi ...
From $671 per night (USD)
VRBO
From $1500 per night (USD)
VRBO
Windham ski in-out condo, luxury 2000+ sf modern 5BR, hot tub, pool, boot room++
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
We are renting our 2000+ sf modern, renovated, mountain facing luxury condo at Whisper Creek to someone who will take gr ...
From $1500 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Vacation Rental Home ~ 2 Mi to Windham Mountain!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Discover the charming town of Windham, NY, and stay at this spacious 3-bedroom, 1.5-bath vacation rental. With a cozy fi ...
From $241 per night (USD)
Expedia
$Cozy Cabin Getaway in Windham Catskill Mountains\n$
From $400 per night (USD)
VRBO
Cozy Cabin Getaway in Windham Catskill Mountains\n
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Welcome! You are viewing our cozy 3500-square-foot cabin tucked away on 5.80 acres in the beautiful and scenic hills of ...
From $400 per night (USD)
VRBO
$Stunning A Frame Chalet, Game Rm, 5 min Windham Mt\n\n$
From $725 per night (USD)
Expedia
Stunning A Frame Chalet, Game Rm, 5 min Windham Mt\n\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to our exquisite Chalet, nestled in the heart of natural beauty, where relaxation and sophistication blend to cr ...
From $725 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Windham Vacation Rental: 1 Mi to Ski Resort!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This 2-bed, 2-bath vacation rental in Windham is perfect for a small group of friends or family looking to unplug, unwin ...
From $173 per night (USD)
VRBO
From $252 per night (USD)
Expedia
PRESIDENTIAL DUPLEX SUITE WITH HOT TUB AND WRANP AROUND BALCONY
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $252 per night (USD)
Expedia
From $197 per night (USD)
VRBO
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitchen - Haus Windham
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $197 per night (USD)
VRBO
From $219 per night (USD)
Expedia
LUXURY DUPLEX SUITE WITH JACUZZI
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $219 per night (USD)
Expedia
From $197 per night (USD)
VRBO
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step inside and be greeted by a haven of sophistication. The living area boasts a stunning fireplace, casting a warm and ...
From $197 per night (USD)
VRBO
From $745 per night (USD)
Expedia
GLASS MIRROR CABIN - HAUS WINDHAM
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $745 per night (USD)
Expedia
From $252 per night (USD)
VRBO
The Haüs Windham - Luxury 2 Bedroom Suite w Loft
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $252 per night (USD)
VRBO
From $219 per night (USD)
Expedia
LUXURY DUPLEX SUITE WITH JACUZZI
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $219 per night (USD)
Expedia
$Windham Mtn. Ski\/Lake House$
From $325 per night (USD)
VRBO
Windham Mtn. Ski\/Lake House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Overlooking CD Lane Park and lake, under 10 minutes to Windham Mountain and 15 minutes to Hunter Mountain come enjoy a h ...
From $325 per night (USD)
VRBO
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Expedia
3BR Catskill Townhome with panoramic Windham Mtn view!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Take in the spectacular, unobstructed views of Windham Mtn in this 3 bedroom townhome. Sip coffee on the patio outside o ...
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Expedia
From $500 per night (USD)
VRBO
MTN RETREAT In Windham
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Private 4BR, 2.5 bath contemporary home is situated on a cul-de-sac in Windham, NY The house has an open floor concept, ...
From $500 per night (USD)
VRBO
$5 Bedrooms 5 1\/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!$
From $1000 per night (USD)
Expedia
5 Bedrooms 5 1\/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Unit 3: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $1000 per night (USD)
Expedia
From $1143 per night (USD)
VRBO
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Canadian Log Home on 14 acres yet only 2 miles to Windham Ski Mountain. The house has 4 bedrooms plus a loft and 3 bat ...
From $1143 per night (USD)
VRBO
From $677 per night (USD)
Expedia
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Discounts available for stays longer than 3 nights! The house features a direct, unobstructed view of Windham Mountain. ...
From $677 per night (USD)
Expedia
From $1130 per night (USD)
VRBO
EAT, DRINK, PLAY & RELAX in Windham
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Getaway w/family and friends! From the exciting game room, to the tranquil firepit, to the open floorplan, you, your fa ...
From $1130 per night (USD)
VRBO
From $1350 per night (USD)
Expedia
Beautiful Lake house on semi private 28 acre lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
28 acre semi private lake in the back yard (only 1 other house on the lake). Formerly the White Birches Campsite Lodge. ...
From $1350 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Bright Main St Condo ~ Half Mi to Windham Mtn
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Blend small-town charm with all-season fun at this chic Windamn vacation rental! This 2-bedroom, 2-bath condo sits in th ...
From $131 per night (USD)
VRBO
From $804 per night (USD)
Expedia
Birch Hill - Luxury Mountain Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Newly renovated quiet luxury retreat, close to town, the slopes, golf and hiking. The best skiing, riding and hiking in ...
From $804 per night (USD)
Expedia
From $1209 per night (USD)
VRBO
Contemporary Renovated Retreat with Mountain Views, Spacious Living Spaces...
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Windham Mountainside Marvel Contemporary Renovated Retreat with Mountain Views, Spacious Living Spaces with Bluestone F ...
From $1209 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Close to everything in a quiet wooded Windham neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Close to Windham Mountain, Main St, Windham Walk, golf, mountain biking, hiking & Vineyard at Windham, to name a few des ...
From $171 per night (USD)
Expedia
From $1214 per night (USD)
VRBO
🏔Windham🏔 - Hot Tub🛀Game Room🕹Fire Pit🔥Ski Views 👀
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Discover the charming town of Windham, NY, a 4-seasons destination nestled in the Catskill Mountains, just 2 hours away ...
From $1214 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Mountain view apartment, 5mins to Ski Area!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $178 per night (USD)
Expedia
$4 Bdrm Home w\/Hot Tub + Mtn. Views @Hotel Vienna$
From $450 per night (USD)
VRBO
4 Bdrm Home w\/Hot Tub + Mtn. Views @Hotel Vienna
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Located on the grounds of Hotel Vienna, this gorgeous 4 bedroom log home with Hot Tub and Incredible Mountain views is a ...
From $450 per night (USD)
VRBO
$\Three Pines\ Luxury 6 Bedroom Ski Chalet with Windham Views$
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Expedia
\"Three Pines\" Luxury 6 Bedroom Ski Chalet with Windham Views
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This house was built from the ground up and has never been rented. you could be the first! Situated on five private acre ...
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Expedia
From $382 per night (USD)
VRBO
Farmhouse Chic with Mountain and Lake Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Bright Sparrow Farmhouse! Located on 8 acres of private land with greenery and a freshwater wetland lake, thi ...
From $382 per night (USD)
VRBO
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VRBO
Windham Mountain Townhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for a relaxing vacation in a quaint mountain town? Look no further! Two and a half hours out of the city you ca ...
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VRBO
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VRBO
Minutes from Windham & Hunter Mtn- Seasonal Ski Rental Available
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Beautifully constructed modern home on a quiet road with seasonal mountain views in the heart of Windham just 2 miles aw ...
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VRBO
$Windham\/Hunter Mountain$
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VRBO
Windham\/Hunter Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relax and enjoy our large home located on a private secluded block. Offering 4 master bedrooms with 3 full size bathro ...
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VRBO
$\nStunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna$
From $750 per night (USD)
VRBO
\nStunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Brand new four bedroom cozy log home (Chalet style) nestled on 4 acres on a quiet mountain road. Easily sleeps 10 pe ...
From $750 per night (USD)
VRBO
From $855 per night (USD)
VRBO
Black Bear Cabin - Beautiful cabin located 5min from Windham Mtn Resort !
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Black Bear Cabin is a beautiful log sided rustic cabin with views of Windham Mountain Resort. Minutes from Windham NY. S ...
From $855 per night (USD)
VRBO
From $340 per night (USD)
VRBO
Private Oasis with Mountain Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Exquisite Country Farmhouse showcasing a french country style of rustic elegance, infused with butternut wood-toned floo ...
From $340 per night (USD)
VRBO
From $984 per night (USD)
VRBO
40 acres. seasonal rental.Mountain views.sleeps 12+.perfect for 2 families.
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
This sprawling, jaw-dropping 40-acre estate will leave you and your guests speechless. It is often regarded as the prem ...
From $984 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Talley Cabin - Windham NY
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This charming home has 3 bedrooms and 2 full bathrooms. Located about 4 miles from the slopes of Windham Mountain, 3 mil ...
From $215 per night (USD)
VRBO
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VRBO
Mountain Cabin with Scenic Views and Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Come relax at our modern home that is located right in the heart of Windham ! Walking distance to town, local restaura ...
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VRBO
$Luxury Condo w\/Views of Windham Mountain$
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VRBO
Luxury Condo w\/Views of Windham Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come and enjoy our modern condo right on Windham Mt. This beautiful 2 bed, 2 bath unit has a fully stocked kitchen, ind ...
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VRBO
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VRBO
Serenity Summit Luxury Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Great location! This 5 bed 4 bath ski-on truly embodies the epitome of luxury mountain living. Offering an exquisite ble ...
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VRBO
$Ski On\/Off Luxury Windham Mountain House\n$
From $3000 per night (USD)
VRBO
Ski On\/Off Luxury Windham Mountain House\n
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
Spend your next winter getaway or summer vacation in this Aspen inspired luxurious home. This unique property is located ...
From $3000 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Ski In Ski Out 2 Bed 2 Bath Condo - Excellent Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
The building is located at the base of Windham Mountain, and features ski on/ ski off access to the slopes during the wi ...
From $350 per night (USD)
VRBO
$Luxurious ski in\/out, 3-story chalet directly on the slopes of Windham Mountain$
From $3100 per night (USD)
VRBO
Luxurious ski in\/out, 3-story chalet directly on the slopes of Windham Mountain
Bedrooms:
8
Bathrooms:
7
Sleeps:
12
Luxurious ski in/ ski out, three-story chalet located directly on the slopes of Windham Mountain and minutes drive from ...
From $3100 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Cozy Mountain Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Located in the heart of Windham, Land in the Sky, this newly updated condo is your home away from home. For outdoor adve ...
From $234 per night (USD)
Expedia
From $1322 per night (USD)
VRBO
New Build with Hot Tub & EV Charger 5 mins to Skiing at Windham Mountain
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Come and enjoy the Catskills with friends and family in our newly built hilltop home (completed early 2023) just 5 minut ...
From $1322 per night (USD)
VRBO
From $127 per night (USD)
Expedia
Black Dome - a 2B, 2B Condo 5 min from Windham, NY, and Windham Mt.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our freshly renovated condo with mountain views is 1000 sf of stylish space. 2 bedrooms upstairs, a fully functioning ki ...
From $127 per night (USD)
Expedia
$Mountain house w\/ stunning views & gourmet kitchen 7 mi to Windham 9 to Hunter$
From $324 per night (USD)
VRBO
Mountain house w\/ stunning views & gourmet kitchen 7 mi to Windham 9 to Hunter
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Culinary comforts and open-plan living space await you in this sunny mountain refuge. South facing and filled with light ...
From $324 per night (USD)
VRBO
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VRBO
Private cabin - Hot Tub, Fireplaces, 5 min to mtn.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The High Ridge House is tucked away on secluded land, yet only minutes to Windham & Hunter Mountain. This home is a cozy ...
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VRBO
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VRBO
Luxury Log Cabin in Windham, NY 4 br 4 ba Sleeps 10
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Gorgeous luxury log home on 20 acres, south facing with direct views of Windham mountain. Fully equipped, with outdoor h ...
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VRBO
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VRBO
Windham ski Home Rental - walk to town
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Only 1 mile to Windham mountain. Walk to Mainstreet, restaurants, and hiking trails. Charming farm house with solarium, ...
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VRBO
From $101 per night (USD)
VRBO
Cozy Cabin Condo by the Mountain, 5mins to skiing!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $101 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Spacious Catskill Mountains ski cabin with fire pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come take a break in this serene get-away! The cabin is only minutes from skiing areas (Windham and Hunter mountains) an ...
From $299 per night (USD)
Expedia
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VRBO
Big Hollow Log Cabin is just 4.5 miles from Windham Mountain Resort.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
** 10 MINUTE DRIVE TO WINDHAM/HUNTER MOUNTAIN** Our home is located in the majestic Maplecrest valley, steps away from ...
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VRBO
From $540 per night (USD)
Expedia
CLARKS NEST
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This Great 4 acre Hideaway is set back off the road. A secluded 4 bedroom, 3 bath cabin boasts an open concept living, d ...
From $540 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Spacious 2-bedroom condo with mountain views & lots of hiking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A spacious, newly renovated 2-bedroom (1 queen bed, 2 full beds) condo in the heart of the Catskills. There are two full ...
From $270 per night (USD)
VRBO
$Windham Cabin\/5 min from Mountain\/15 from Hunter$
From $344 per night (USD)
VRBO
Windham Cabin\/5 min from Mountain\/15 from Hunter
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Relax in this beautifully decorated cabin after a day of mountain fun. 5 minutes from the mountain and 5 minutes from to ...
From $344 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Jewett's Gem: a comfortable, cozy, and stylish mountain getaway in the Catskills
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Jewett’s Gem is a cozy two bedroom condo situated between Hunter and Windham Mountains in the heart of the Catskills. F ...
From $303 per night (USD)
VRBO
$Country Escape Overlooking Hunter & Windham Mountains\n$
From $656 per night (USD)
VRBO
Country Escape Overlooking Hunter & Windham Mountains\n
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Situated on 5 secluded acres between Windham & Hunter Mt, this 5-bdrm, 5-bath chalet can handle a large family, includin ...
From $656 per night (USD)
VRBO
From $639 per night (USD)
VRBO
Mayfair Manor Mountain Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Open the door to a great room with vaulted ceilings, stone fireplace, granite kitchen, large dining room and access to a ...
From $639 per night (USD)
VRBO
From $700 per night (USD)
Expedia
Dingley Dell Estate II with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Dingley Dell Estate has a long history starting from the British Era. Dingley Dell Estate was originally founded in Sout ...
From $700 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Chalet Eglantine Mountain Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Come to the Catskills and enjoy this Modern Ski Chalet nestled on 7.2 private acres with Impeccable 2,400 foot elevation ...
From $675 per night (USD)
VRBO
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Expedia
Catskills Cabin Retreat: Hot Tub and Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your new country getaway! Originally built as a seasonal retreat for an acclaimed Vaudeville actress, our ful ...
Click For Pricing
Expedia
From $842 per night (USD)
VRBO
Hudson Valley Mountain Retreat, secluded, surrounded by beautiful forests,...
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Wonderful in Windham Hudson Valley Mountain Retreat, secluded, surrounded by beautiful forests, ample outdoor seating, ...
From $842 per night (USD)
VRBO
From $562 per night (USD)
VRBO
Owls Roost Catskills
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This newly updated four bedroom, 3.5 bathroom condo with central heat and air conditioning provides the perfect escape 2 ...
From $562 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Cabin Fever Too Catskills
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Mountain condo with Modern Cabin style. Newly renovated by HGTV Designer. Great views. Endless, year-round activities as ...
From $338 per night (USD)
VRBO
$Windham Mountain A Frame Ski House with Central A\/C$
From $450 per night (USD)
VRBO
Windham Mountain A Frame Ski House with Central A\/C
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Classic A Frame Retreat only 2 miles from ski windham on private 5 acre lot with new cental A/C. This extra large clean ...
From $450 per night (USD)
VRBO
$2023 renovated 5 bedroom house hunter\/windham 9 foot ceilings -cable\/WIFI$
From $600 per night (USD)
VRBO
2023 renovated 5 bedroom house hunter\/windham 9 foot ceilings -cable\/WIFI
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
2023 renovated 5 bedroom house located on the back side of ski Windham mountain. located 10 minutes from the town of Win ...
From $600 per night (USD)
VRBO
$Elegant4bedroom home near Windham & Hunter\nSkiing, biking & hiking$
From $248 per night (USD)
VRBO
Elegant4bedroom home near Windham & Hunter\nSkiing, biking & hiking
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Vacation rental located just minutes. to Ski Windham and approx. 10 minutes to Hunter Mtn. Beautiful home with gourme ...
From $248 per night (USD)
VRBO
From $286 per night (USD)
VRBO
10 MIN to WINDHAM CLASSIC 4BR LOG CABIN MOUNTAIN VIEWS New Deck Hot Tub Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Please read entire listing before submitting inquiries or booking requests (thanks!) New Deck coming June 2024! New bik ...
From $286 per night (USD)
VRBO
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VRBO
Four Season Farmhouse near Skiing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
120 day minimum stay. Perfect for escaping the City / Remote work. Spectacular private four season farmhouse in the Ca ...
Click For Pricing
VRBO
From $264 per night (USD)
VRBO
Cozy Cabin 10 mins to Hunter and Windham Mountains Game Room, EV Charger, Pet OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Casa Lobo, where adventure awaits amidst the enchanting Catskills! 🌲✨ Be sure to follow us on IG @casaloboc ...
From $264 per night (USD)
VRBO
From $2400 per night (USD)
VRBO
*** Estate Main House***
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Summary: ***PLEASE DO NOT HIT THE “RESERVE” BUTTON UNTIL YOU CONFIRM VIA EMAIL PRICING & AVAILABILITY. USE ONLY THE “CON ...
From $2400 per night (USD)
VRBO
$Fox Run Escape: Getaway w\/ Sunset Views & Firepit$
From $327 per night (USD)
VRBO
Fox Run Escape: Getaway w\/ Sunset Views & Firepit
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
The views from this secluded Jewett home are stunning, visible from the large spacious kitchen, living room, family room ...
From $327 per night (USD)
VRBO
From $2500 per night (USD)
VRBO
***Your Own Estate***
Bedrooms:
8
Bathrooms:
12
Sleeps:
16
Summary: **Please message us prior to booking and talking with your group to confirm pricing and availability** 12 BR, ...
From $2500 per night (USD)
VRBO
$Windham Mountain Escape - 5bd\/4ba Private Home$
From $650 per night (USD)
VRBO
Windham Mountain Escape - 5bd\/4ba Private Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Escape to the Catskills and visit this Windham Mountain Home. Stay in this 2 floor, 5 bedroom, 4 bathroom house on a pr ...
From $650 per night (USD)
VRBO
From $750 per night (USD)
VRBO
Tranquil Catskills Hideaway: Contemporary Retreat on 39 Acres
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to our stunning contemporary retreat nestled on 39 acres of natural beauty in the enchanting Catskills of New Yo ...
From $750 per night (USD)
VRBO
$Grand Windham Retreat w\/ Fire Pit & Game Room$
From $324 per night (USD)
VRBO
Grand Windham Retreat w\/ Fire Pit & Game Room
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Leave all your troubles behind and let the fresh air at this Windham vacation rental take over! This 2-bedroom, 2-bathro ...
From $324 per night (USD)
VRBO
$Jewett Gem w\/ Charcoal Grill & Mountain Views$
From $271 per night (USD)
Expedia
Jewett Gem w\/ Charcoal Grill & Mountain Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
See the hidden beauty of The Empire State when you book your stay at this Jewett vacation rental in the New York country ...
From $271 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Hot Tub & Fireplace Mountain Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Take the scenic byway up the mountains to your own private getaway! Lounge on either of the two decks, take a relaxing d ...
From $238 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Secluded condo between Windham and Hunter Mountain!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in the beautiful Catskill mountains, our spacious condo is conveniently located between Windham and Hunter mount ...
From $199 per night (USD)
VRBO
$2BRCondo w\/Fireplace, 10 min to Hunter&Windham Mts$
From $299 per night (USD)
VRBO
2BRCondo w\/Fireplace, 10 min to Hunter&Windham Mts
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A serene Catskills 2-bedroom condo, 10 minutes to Hunter and Windham mountain ski resorts. Ideal for ski enthusiasts, it ...
From $299 per night (USD)
VRBO
$Luxurious 3BR\/2BA Chalet w\/ Panoramic Views Near Windham Mountain on 22+ Acres$
From $432 per night (USD)
Expedia
Luxurious 3BR\/2BA Chalet w\/ Panoramic Views Near Windham Mountain on 22+ Acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter is here and our chalet offers the perfect balance of privacy and proximity to Windham. Book now with no risk, we ...
From $432 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Fully Renovated Scenic and Secluded 12 Acre Home close to Windham Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Feel at home on this spectacular 12 acre property featuring beautiful views, a wrap around porch, hot tub, cozy fire pit ...
From $525 per night (USD)
VRBO
From $1012 per night (USD)
Expedia
Catskill Vineyard Hideaway: Windham's Cozy Retreat - Hot Tub, 8 BRs, Sleeps 22
Bedrooms:
4
Bathrooms:
8
Sleeps:
22
Bella Vista, nestled in the serene embrace of the Catskills Mountains, is a luxurious haven and spacious vacation home t ...
From $1012 per night (USD)
Expedia
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VRBO
Windham Streamside Country House
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Cozy country house on a 3 acre property with a pond and a creek running along the property. Only a 5 min drive to Windha ...
Click For Pricing
VRBO
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VRBO
Spacious Ski House near Hunter and Windham
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5-bedroom, 3-bathroom home just minutes from top ski resorts (10 min to Windham, 12 min to Hunter). At 3,300 sqft, thi ...
Click For Pricing
VRBO

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Results: 304 Rentals